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Find hotels in Chester, MD from AED 250

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Compare 1,184 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1684)
"Lovely people, dog friendly, valet parking, close to everything. Will definitely be staying here again."
The price is AED 528
AED 693 total
includes taxes & fees
10 Nov 2024 - 11 Nov 2024
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1012)
"Helpful at check in "
The price is AED 371
AED 423 total
includes taxes & fees
25 Nov 2024 - 26 Nov 2024
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1004)
"Very smooth checkin. The property is in a great location and is very clean. "
The price is AED 520
AED 593 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1012)
"The staff was friendly and helpful"
The price is AED 372
AED 424 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
DoubleTree by Hilton Hotel Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1021)
"The Country Inn is a nice quiet path near a shopping center. "
The price is AED 338
AED 385 total
includes taxes & fees
18 Nov 2024 - 19 Nov 2024
Country Inn & Suites by Radisson, Annapolis, MD
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (492)
"Clean, quiet, and kind. "
The price is AED 403
AED 451 total
includes taxes & fees
3 Dec 2024 - 4 Dec 2024
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.2 out of 10, Wonderful, (58)
"The breakfast was surprisingly good with several healthy options!"
The price is AED 466
AED 532 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Fairfield Inn & Suites By Marriott Annapolis
Comfort Inn Conference Center
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Awesome hotel to stay at. Have stayed here before and will again ."
The price is AED 360
AED 407 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Comfort Inn Conference Center
Admiral Suites
2.5 star property
6.4 out of 10, (269)
"My stay was a great experience."
The price is AED 294
AED 335 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Admiral Suites
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
9.0 out of 10, Wonderful, (886)
"Neat"
The price is AED 250
AED 285 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Microtel Inn & Suites by Wyndham Gambrills
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (718)
"We originally had 2 rooms but then changed to this per Tia recommendation. We are so glad we did! It was so comfortable, quiet and clean . We had our own space yet could stay together. Tia was amazing and helpful. We will definitely stay in this suite again in the future when visiting my son. Loved it! Thanks !! "
The price is AED 349
AED 398 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Sonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (774)
"Great location in the harbor. Great views. Friendly staff,"
The price is AED 644
AED 734 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Annapolis Waterfront Hotel, Autograph Collection
Hilton Garden Inn Annapolis Downtown
3.0 star property
8.6 out of 10, Excellent, (972)
"Thank you so much. Everyone was awesome "
The price is AED 390
AED 445 total
includes taxes & fees
25 Nov 2024 - 26 Nov 2024
Hilton Garden Inn Annapolis Downtown
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1007)
"Loved it. Only complaint is the room we stayed in had a fire or Carbon Monoxide alarm that had a green light the was painfully bright at night. It was sleep disruptive. "
The price is AED 639
AED 729 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
The Westin Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (931)
"Inventory of diet pepsi's at lounge was either out of date or received a bad shipment. Had to go through about a half dozen of them before we found one with sufficient carbonation. Room #223 Interior room security lock (manual latch) was missing the part on the door - had been removed so that the electronic key box could be installed. Manual deadbolt apparently okay but didn't seem to engage completely."
The price is AED 393
AED 448 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Courtyard by Marriott Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very Good, (1004)
"We’ll be back. "
The price is AED 372
AED 424 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Hilton Garden Inn Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (1004)
"It’s my favorite hotel in the area! My husband and I love it and only book here when coming!"
The price is AED 378
AED 431 total
includes taxes & fees
17 Nov 2024 - 18 Nov 2024
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Village Inn
2.0 star property
6.2 out of 10, (461)
"Everything as expected. The TV remote needed new batteries which were provided by front desk."
The price is AED 299
AED 341 total
includes taxes & fees
10 Nov 2024 - 11 Nov 2024
Village Inn
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1009)
"The hotel is clean and the complimentary breakfast is good. The rooms are small but are clean"
The price is AED 331
AED 377 total
includes taxes & fees
24 Nov 2024 - 25 Nov 2024
Best Western Annapolis
Candlewood Suites Annapolis, an IHG Hotel
2.5 star property
5.8 out of 10, (803)
"It was quiet. The property was clean offering a stove, fridge and dishwasher. Glass shower - breakfast, Quick area for food and activities. Definitely would stay again. "
Candlewood Suites Annapolis, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's the best place to stay in Chester?

Located 11.2 mi (18 km) from the heart of Chester, Graduate by Hilton Annapolis is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Historic Inns of Annapolis and Crowne Plaza Annapolis, an IHG Hotel. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Chester vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

Sonesta ES Suites Annapolis: Features buffet, a seasonal outdoor pool, and complimentary wireless internet access. St Michaels Inn and The Westin Annapolis are a couple of other choices with an onsite pool. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer including the waterfront, seafood restaurants, and golf courses. In Chester, there are 11 hotels and other accommodations to choose from. Find out more about Chester.

What is there to see in Chester?

Places to visit in the wider area include Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge, and Sandy Point Beach. You'll also find Queenstown Harbor Golf Club and Chesapeake Bay Bridge in the area. Check out what more to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.